Senior Manager, Stop Loss Underwriting

Sun Life•Wellesley, ME
•Hybrid

About The Position

Sun Life embraces a hybrid work model that balances in-office collaboration with the flexibility of virtual work in the contiguous states plus AK. The opportunity: The Senior Manager, Stop Loss Underwriting will be responsible for leading a multi-site team of Manual Underwriters by managing daily inventory, rushes and preferred relationship expectations. The Manager will take an active role in driving a high performance culture by hiring, coaching and managing performance to ensure that the team has the skills and knowledge to succeed. The Manager will possess independent decision making on fundamental problems within specific rules by utilizing underwriting guidelines.

Requirements

  • Bachelor’s degree preferred, or an equivalent combination of education and experience, with 5+ years of experience in the Medical Stop Loss industry or Business operations field
  • Previous experience leading, supervising, mentoring, or serving as a technical lead for an operations team is highly preferred
  • Strong communication, presentation, and interpersonal skills, with the ability to build effective partnerships across Underwriting, Sales, and other key stakeholders.
  • Strong operational foundation, including workload management, service delivery, quality, and process improvement.
  • Ability to thrive in a fast-paced environment, balance multiple priorities, and maintain a high level of professionalism, responsiveness, and attention to detail.
  • Demonstrated strength in coaching, mentoring, and performance management, with the ability to encourage, influence, and guide individuals and teams to build capability and improve effectiveness.

Responsibilities

  • Oversee the day-to-day operations of the Medical Stop Loss manual underwriting team, including assigning workloads, managing priorities and rush requests, answering complex underwriting questions, and ensuring internal productivity and service standards are met.
  • Collaborate with senior Underwriting and Sales leaders to align the team’s work with business objectives, underwriting guidelines, and preferred partner expectations, providing timely feedback and support as needed.
  • Lead the interviewing, selection, and onboarding of Manual Underwriters and temporary employees.
  • Provide ongoing training, coaching, and mentoring for newly hired Manual Underwriters and temporary resources, and update policies and procedures as needed.
  • Implement underwriting process and practice improvements identified through Quality Control reviews.
  • Build a high-performing, engaged team by recognizing success, setting clear expectations, addressing performance concerns, identifying root causes of underperformance, and partnering with employees on actionable development plans.
  • Promote compliant, consistent, and efficient underwriting practices across the team.
  • Support the ongoing Training and Development Program to strengthen underwriting knowledge, technical capability, and career growth.
  • Ensure Manual Underwriters consistently apply established guidelines while developing sound judgment and appropriate independent decision-making.

Benefits

  • Generous vacation and sick time
  • Market-leading paid family, parental and adoption leave
  • Medical coverage
  • Company paid life and AD&D insurance
  • Disability programs
  • Partially paid sabbatical program
  • 401(k) employer match
  • Stock purchase options
  • Employer-funded retirement account
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